Chatham Homes For Sale

With the most shoreline in Massachusetts, Chatham has a vibrant inventory of single-family homes and many offer glimpses or panoramic views of water.  Chatham homes do come at a premium to similar property in neighboring towns, but the lure of this seaside village is highly appealing to so many.

Chatham architecture is dominated by traditional Cape-styling with weathered cedar shingles, white trim and cedar shake roofs on the more upscale homes.  Chatham is popular with boaters and there are many locations throughout town to moor a boat and even some luxury homes with private deepwater boat docks.  Many of the ponds in Chatham are developed with both modest cottages and newer upscale homes.

Chatham Homes For Sale

• Single Family
• 5 Beds
• 6 Baths
• 5,299 SqFt

230 Cedar Street, Chatham

$10,500,000

Listing Agent: Chris Rhinesmith

Listing Office: Compass

• Single Family
• 5 Beds
• 10 Baths
• 10,058 SqFt

558 Fox Hill Road, Chatham

$9,995,000

Listing Agent: Chris Rhinesmith

Listing Office: Compass

• Single Family
• 6 Beds
• 9 Baths
• 9,700 SqFt

96 Tilipi Run, Chatham

$9,995,000

Listing Agent: Chris Rhinesmith

Listing Office: Compass

• Single Family
• 3 Beds
• 4 Baths
• 2,157 SqFt

75 Grist Mill Lane, Chatham

$6,995,000 ↓ $255,000

Listing Agent: Ellen Aldrich

Listing Office: Compass

• Single Family
• 9 Beds
• 6 Baths
• 4,774 SqFt

98,100,100 A Oyster Pond Furlong, Chatham

$5,999,000

Listing Agent: Judith L Smith

Listing Office: John C Ricotta & Assoc.

• Single Family
• 7 Beds
• 9 Baths
• 10,000 SqFt

373 Bridge Street, Chatham

$5,990,000 ↓ $1,005,000

Listing Agent: Chris Rhinesmith

Listing Office: Compass

• Single Family
• 5 Beds
• 5.5 Baths
• 4,720 SqFt

148 Whidah Road, Chatham

$4,399,000

• Single Family
• 5 Beds
• 6 Baths
• 4,720 SqFt

148 Whidah Road, Chatham

$4,399,000

Listing Agent: Jack D Bohman

Listing Office: Gibson Sotheby's International Realty

• Single Family
• 3 Beds
• 2 Baths
• 1,820 SqFt

19 Old Wharf Road, North Chatham

$4,295,000

Listing Agent: David J Dubuque

Listing Office: EXIT Cape Realty

• Single Family
• 5 Beds
• 6 Baths
• 5,896 SqFt

24 Captain Sears Way, Chatham

$4,250,000

Listing Agent: Lori L Fanning Smith

Listing Office: Compass

• Single Family
• 5 Beds
• 6 Baths
• 7,894 SqFt

34 Salt Marsh Way, North Chatham

$4,249,000

Listing Agent: Phyllis N Power

Listing Office: William Raveis RE & Home Serv.

• Single Family
• 4 Beds
• 3 Baths
• 2,169 SqFt

299 Cranberry Lane, North Chatham

$4,095,000 ↓ $204,000

Listing Agent: Lee C Ziegler-prouty

Listing Office: Compass